Silver-Catalyzed Decarboxylative Nitrooxylation of Aliphatic Carboxylic Acids

Silver-Catalyzed Decarboxylative Nitrooxylation of Aliphatic Carboxylic Acids

Here, we present a silver-catalyzed decarboxylative nitrooxylation via a radical-based approach. The substrate scope of this reaction prototype extends to nonactivated primary and secondary carboxylic acids. This protocol provides a practical method for the synthesis of an unprecedented family of or...

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Veröffentlicht in:Organic letters 2024-07, Vol.26 (27), p.5856-5861
Hauptverfasser: Yu, Qian, Zhou, Donglin, Yu, Pingping, Song, Chunlan, Ze Tan, Li, Jiakun
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container_end_page 5861
container_issue 27
container_start_page 5856
container_title Organic letters
container_volume 26
creator Yu, Qian
Zhou, Donglin
Yu, Pingping
Song, Chunlan
Ze Tan
Li, Jiakun
description Here, we present a silver-catalyzed decarboxylative nitrooxylation via a radical-based approach. The substrate scope of this reaction prototype extends to nonactivated primary and secondary carboxylic acids. This protocol provides a practical method for the synthesis of an unprecedented family of organic nitrates and exhibits wide functional group compatibility. Preliminary mechanistic studies reveal that a high-valent silver­(II) nitrate complex is a versatile NO3 resource pool, allowing for facile C–O bond formation.
doi_str_mv 10.1021/acs.orglett.4c02180
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title Silver-Catalyzed Decarboxylative Nitrooxylation of Aliphatic Carboxylic Acids
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